Analyzing the synthesis route of 249647-24-3

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Adding a certain compound to certain chemical reactions, such as: 249647-24-3, name is Methyl 3-bromo-4-iodobenzoate, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 249647-24-3, Recommanded Product: 249647-24-3

A solution of the compound obtained in 81-1 (5.02 g, 29.771 mmol) in THF (35 mL) was added with 9-BBN (0.5M THF solution, 65.5 mL, 32.748 mmol) and stirred at room temprature for 2.5 hours. The mixture was added with DMF (100 mL), methyl 3-bromo-4-iodobenzoate (11.17 g, 32.748 mmol) and K2CO3 (12.34 g, 89.313 mmol), and then substituted with nitrogen for a few minutes. Then, the mixture was added with Pd(dppf)Cl2¡¤MC (1.22 g, 1.489 mmol) and allowed to react at 100C for 16 hours. After cooled to room temperature, the reaction mixture was added with distilled water and brine, and then extracted with EtOAc. The organic layer was collected and dried over MgSO4. The filtrate thus obtained was concentrated under reduced pressure and purified by silica gel chromatography to obtain the title compound (yellow oil, 5.38 g, 47% yield). 1H NMR (300 MHz, CDCl3) delta 8.20 (d, 1H), 7.90 (dd, 1H), 7.29 (d, 1H), 6.98 (s, 1H), 3.92 (s, 3H), 2.90 – 2.74 (m, 4H), 2.50 (s, 3H), 2.17 – 1.99 (m, 2H).

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Reference:
Patent; SK Chemicals Co., Ltd.; LEE, Ju Young; LEE, Jeong A; AHN, Jaeseung; RYU, Je Ho; HAN, Min-Young; YOO, Taekyung; SA, Joon Ho; KIM, Jae-Sun; (297 pag.)EP2963027; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com